Samantha McKenna

Founder @ #samsales l Sales + Cadences + Executive Branding on LinkedIn l Ex-LinkedIn l Keynote Speaker l 13 Sales Records l Early Stage Investor l Overly Enthusiastic l Swiss Dual Citizen l Creator, Show Me You Know Me®

📍 United States🔄 Updated September 2026💼 1 investments📅 5 years investing🗓 Last invested Dec 2021
VC🌍 United States
1
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0
Early stage
1
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0
Late stage
5y
Years active

Portfolio

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Investor
Dec 2021
Spekit is the modern AI revenue enablement platform that unifies content management, enablement, and personalized guidance to help revenue teams automate workflows and close deals faster. Spekit combines an intelligent content management platform with AI Sidekick, the just-in-time sales assistant™ that leverages signals from CRM, call intelligence, and communication tools to deliver personalized guidance, content, and recommendations directly to reps right within their flow of work. Sidekick embeds contextual AI agents into a rep’s daily tasks to anticipate needs and automate workflows like curating and creating content, or building Deal Rooms. By surfacing personalized guidance and resources directly in their flow of work, Sidekick enables reps to prepare for calls, follow up, and launch custom Deal Rooms in seconds. Granular analytics on content consumption and buyer engagement show sales leaders which initiatives move deals forward, what content directly impacts pipeline, and where performance breaks down. By combining these insights with AI-driven guidance, Spekit strengthens change management to drive stronger adoption and accelerate execution at scale.
Experience · 3 entries
All (3)
Investments (1)
Founder (1)
2021
Investor
Dec 2021
Spekit is the modern AI revenue enablement platform that unifies content management, enablement, and personalized guidance to help revenue teams automate workflows and close deals faster. Spekit combines an intelligent content management platform with AI Sidekick, the just-in-time sales assistant™ that leverages signals from CRM, call intelligence, and communication tools to deliver personalized guidance, content, and recommendations directly to reps right within their flow of work. Sidekick embeds contextual AI agents into a rep’s daily tasks to anticipate needs and automate workflows like curating and creating content, or building Deal Rooms. By surfacing personalized guidance and resources directly in their flow of work, Sidekick enables reps to prepare for calls, follow up, and launch custom Deal Rooms in seconds. Granular analytics on content consumption and buyer engagement show sales leaders which initiatives move deals forward, what content directly impacts pipeline, and where performance breaks down. By combining these insights with AI-driven guidance, Spekit strengthens change management to drive stronger adoption and accelerate execution at scale.
Limited Partner
Jan 2021
GTMfund is an early-stage VC fund focused on B2B SaaS. Our 350+ limited partners are the best go-to-market (GTM) executives in tech. Operators who have been there, done that at the world’s fastest growing SaaS companies - Salesforce, Okta, Tableau, Mulesoft, Procore, Snowflake, Segment, ServiceNow, Rippling, and many more. GTMfund is more than capital. We have a flywheel of resources to support our portfolio companies grow revenue, hire, and build distribution: - GTMfund: The VC fund itself. - Community: Access to hundreds of the best GTM operators in tech. - Talent: Resources to help you recruit and hire the best operators to your team. - GTMnow: A media brand, including an industry leading newsletter, podcast and more. We help you get from zero to IPO.
2019
Founder
Sep 2019
The #samsales mission is to make a positive impact on the sales profession by helping organizations, large and small, better operationalize the most important aspects of their businesses – sales, pipeline, leader development, and LinkedIn. Utilizing the skills and tactics that have made our CEO, Sam McKenna, a record-breaking and award-winning Enterprise sales executive and leader at some of the most recognizable names in SaaS, we quickly assess the current state of affairs for your organization or team, and put into practice tangible processes and ideas that make an immediate impact. Regardless of your company size, talk to us if you: - Want to start an AE or BDR team from scratch or re-org or digitally transform a team of hundreds - Are an exec who needs a voice on LI and needs experts to write your content and/or manage the entire instance - Need a dynamic + inspiring SKO/keynote speaker on topics around sales, leadership, women in tech, or entrepreneurship - Know your clients are your warmest leads, and need a system that operationalizes their job changes into MQLs - Need training on email writing, Show Me You Know Me #SMYKM, better discovery, modern-day sales hacks, modern sales leadership practices, or need outsourced call tear downs - Want to develop a full LinkedIn, Sales Nav, and social selling curriculum - Need a team of experts to write your Outreach cadences - Are a law firm or PS firm that needs sales/LinkedIn expertise from someone who has worked with 97 of the AmLaw 100 firms - Want to hire a team that is dynamic, inspiring, and will make your teams laugh Our firm is different because: - We netted 150+ clients in our first three years - 50% of our all-women team of 13 are military/expat spouses - Our CEO has keynoted at events for Morningstar, Meta, Deltek, and Outreach, spoken at 30 SKOs in 8 weeks in 2021, and alongside Venus Williams and Michelle Obamas head speechwriter - Have raised over $100,000 for charity #becausewecan